Literature DB >> 22297663

Synthesis of 5-alkylated barbituric acids and 3-alkylated indoles via microwave-assisted three-component reactions in solvent-free conditions using Hantzsch 1,4-dihydropyridines as reducing agents.

Biswajita Baruah, P Seetham Naidu, Pallabi Borah, Pulak J Bhuyan.   

Abstract

Reaction of barbituric acids with aldehydes and dihydropyridines in one pot under microwave (MW) irradiation in the absence of solvent, affords 55–82% of the 5-benzylated barbituric acids. Use of alkyl nitriles or barbituric acids with indole-3-aldehyde and dihydropyridine (DHP) afforded 3-alkylated indoles in 57–76 % yield. In each case DHPs are converted to pyridines.

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Year:  2012        PMID: 22297663     DOI: 10.1007/s11030-012-9359-0

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  15 in total

1.  Isolation of glutathione-S-transferase inhibitors.

Authors:  D Komagata; R Sawa; N Kinoshita; C Imada; T Sawa; H Naganawa; M Hamada; Y Okami; T Takeuchi
Journal:  J Antibiot (Tokyo)       Date:  1992-10       Impact factor: 2.649

2.  Rapid and efficient oxidation of Hantzsch 1,4-dihydropyridines with sodium periodate catalyzed by manganese (III) Schiff base complexes.

Authors:  Masoud Nasr-Esfahani; Majid Moghadam; Shahram Tangestaninejad; Valiollah Mirkhani; Ahmad Reza Momeni
Journal:  Bioorg Med Chem       Date:  2006-01-11       Impact factor: 3.641

3.  Mechanisms of the oxidations of NAD(P)H model Hantzsch 1,4-dihydropyridines by nitric oxide and its donor N-methyl-N-nitrosotoluene-p-sulfonamide.

Authors:  X Q Zhu; B J Zhao; J P Cheng
Journal:  J Org Chem       Date:  2000-12-01       Impact factor: 4.354

4.  [On uracil derivatives and related compounds. 6. 5-alkyl-2,4,6-trioxo-perhydrophyrimidine derivatives as antiphlogistics].

Authors:  S Senda; H Izumi; H Fujimura
Journal:  Arzneimittelforschung       Date:  1967-12

5.  Oxidation of dihydropyridine calcium channel blockers and analogues by human liver cytochrome P-450 IIIA4.

Authors:  F P Guengerich; W R Brian; M Iwasaki; M A Sari; C Bäärnhielm; P Berntsson
Journal:  J Med Chem       Date:  1991-06       Impact factor: 7.446

6.  Uridine phosphorylase inhibitors: chemical modification of benzyloxybenzyl-barbituric acid and its effects on urdpase inhibition.

Authors:  D J Guerin; D Mazeas; M S Musale; F N Naguib; O N Al Safarjalani; M H el Kouni; R P Panzica
Journal:  Bioorg Med Chem Lett       Date:  1999-06-07       Impact factor: 2.823

7.  An electroanalytical investigation on the redox properties of lacidipine supporting its anti-oxidant effect.

Authors:  R Toniolo; F Di Narda; G Bontempelli; F Ursini
Journal:  Bioelectrochemistry       Date:  2000-06       Impact factor: 5.373

8.  Oxidative aromatization of Hantzsch 1,4-dihydropyridines in the presence of mixed-addenda vanadomolybdophosphate heteropolyacid, H6PMo9V3O40.

Authors:  Majid M Heravi; Fatemeh Derikvand; Shahla Hassan-Pour; Khadijeh Bakhtiari; Fatemeh F Bamoharram; Hossein A Oskooie
Journal:  Bioorg Med Chem Lett       Date:  2007-04-06       Impact factor: 2.823

9.  9-phenyl-10-methylacridinium: a highly efficient and reusable organocatalyst for mild aromatization of 1,4-dihydropyridines by molecular oxygen.

Authors:  Xinqiang Fang; You-Cheng Liu; Chaozhong Li
Journal:  J Org Chem       Date:  2007-10-05       Impact factor: 4.354

10.  Photocatalytic hydrogen production from hantzsch 1,4-dihydropyridines by platinum(II) terpyridyl complexes in homogeneous solution.

Authors:  Dong Zhang; Li-Zhu Wu; Li Zhou; Xue Han; Qing-Zheng Yang; Li-Ping Zhang; Chen-Ho Tung
Journal:  J Am Chem Soc       Date:  2004-03-24       Impact factor: 15.419

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  1 in total

Review 1.  Recent advances in the application of indoles in multicomponent reactions.

Authors:  Ghodsi Mohammadi Ziarani; Razieh Moradi; Tahereh Ahmadi; Negar Lashgari
Journal:  RSC Adv       Date:  2018-03-28       Impact factor: 4.036

  1 in total

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